Radicicol

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Radicicol
Radicicol Winssinger et al.svg
Identifiers
CAS number 12772-57-5 N
PubChem 6323491
ChemSpider 16735913 YesY
ChEBI CHEBI:556075 N
ChEMBL CHEMBL453386 N
Jmol-3D images Image 1
Properties
Molecular formula C18H17ClO6
Molar mass 364.78 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Radicicol, also known as monorden, is a natural product that binds to Hsp90 (Heat Shock Protein 90) and alters its function. HSP90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis.

Biosynthesis[edit]

Biosynthesis of Radicicol has been best studied in Pochonia chlamydosporia, in which the majority of the core structure is produced in vivo through iterative type I polyketide synthases.[1] This structure produced is the earliest intermediate in the radicicol biosynthesis, monocillin II. This intermediate is transformed to radicicol through halogenation and epoxide formation performed by RadH and RadP respectively.[2] These enzymes are coded by the genes Rdc2 and Rdc4 in the pathway, and removing either of these results in a product that has the monocillin II core, but does not have either the epoxide or halogen added.[3]

Proposed biosynthetic pathway of Radicicol.

See also[edit]

Geldanamycin

References[edit]

  1. ^ http://dx.doi.org/10.1074/jbc.M110.183574
  2. ^ http://dx.doi.org/10.1016/j.chembiol.2008.10.006
  3. ^ http://dx.doi.org/10.1016/j.chembiol.2008.10.006

Further reading[edit]

  • Winssinger N, Barluanga S (January 2007). "Chemistry and biology of resorcylic acid lactones". Chem Commun 13 (1): 22–36. doi:10.1039/B610344H.  Review of the chemistry and biology of resorcylic acid lactones, including radicicol.